Bennington is the largest town in Southern Vermont and serves as the economic and cultural center of the Southwestern part of Vermont. Bennington is adjacent to both New York and Massachusetts; is only 3 hours from Boston or New York City and 50 minutes from the Albany International Airport in Albany, NY. This area is also home to Bennington College, a small liberal arts college. In Bennington, you will find plenty of historic homes as well as updated modern homes. Learn More About Bennington, Vermont